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The Gray Area with Sean Illing

Ben Thompson on how the media business is changing

The Gray Area with Sean Illing

Vox Media Podcast Network

Politics, News, News Commentary, Philosophy, Society & Culture

4.511.1K Ratings

🗓️ 19 April 2016

⏱️ 93 minutes

🧾️ Download transcript

Summary

Note: There was a technical issue with the first upload of this show, please re-download if you got to it early.Since starting his site Stratechery in 2013, Ben Thompson has established himself as one of the smartest and most thoughtful analysts at the intersection of media, business, and technology. I’ve become addicted to his commentary, as have many of my colleagues.So getting to geek out with Ben on these topics is a lot of fun. In this conversation, we discuss a couple of issues very close to my heart, including:Whether you can still make it as an individual blogger — Ben is showing you can, but the path has really changed;How to make money as a modern media company;Ben's time working for Apple and Microsoft and what he learned about both companies and their cultures;Why the Innovator’s Dilemma is worth reading even if you think you already know what it says;Why so few companies advertise on podcasts;Why the most important piece of writing on your site is the second one a reader finds;And much, much more.I enjoyed this conversation tremendously, I hope you do too. As always, please do me a big favor and share this podcast with your friends, put it on Facebook, on Twitter, Snapchat, wherever. And please send me your feedback at EzraKleinShow@Vox.com. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

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0:00.0

The following podcast contains explicit language.

0:09.2

So the question I get more than any other is, do you have any

0:13.2

advisory young journalists? And the truth is I do. I have lots of advice. I love

0:17.0

giving advice. It is a hobby. If you search my name in Google along with

0:21.1

advisory and journals, you'll find it. There's plenty there. But one of the people I've

0:25.2

increasingly turned to for advice is I try to build box is Ben Thompson of

0:29.5

Stratekery. Just a couple of years ago, Ben started a blog just a random

0:34.6

little corner of the internet. And he really quickly established himself. And

0:38.6

this is true for a lot of the people I know who are in the media business.

0:41.6

He really quickly established himself as one of the smartest and most thoughtful

0:45.6

analysts at the intersection of journalism and media and business and

0:49.2

technology. So getting to talk to him for this podcast was a lot of fun. We

0:53.1

discuss a couple of topics that are very, very, very close to my heart,

0:57.8

including whether you can still make it as an individual blogger,

1:01.2

which Ben is showing you can. But the way in which you do that has really changed.

1:04.8

So for those of you who are bloggers, I think you'll find this really fascinating.

1:08.4

We talk about how to make money as a modern media company, which I obviously

1:11.6

care about a lot. We talk about his time working for Apple and Microsoft and what he

1:16.1

learned about both companies and their core cultures. One thing though that

1:19.8

that comes up a couple of times in this interview and I want you to pay attention

1:23.4

to it. I really wanted to call it out because it's true in politics too. And I

1:26.8

think it's such a good habit of mind. Ben talks a lot about the importance of

...

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